Thaspine, acetate
Basic information
- CAS
74578-01-1- Standard SMILES
CC(=O)O.COc1ccc2c(=O)oc3c(OC)cc(CCN(C)C)c4c(=O)oc1c2c34- InChIKey
HUNGYFRUEMVMMI-UHFFFAOYSA-N- Molecular formula
- C22H23NO8
- Average molar mass
- 429.4 g/mol
- Monoisotopic mass
- 429.14236669
Overview
See also: Taspine (annotation moved to).
Names & identifiers
- Preferred name
- Thaspine, acetate
- IUPAC
- acetic acid;5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaene-3,10-dione
- English name
- NSC135784
- Molecular formula
- C22H23NO8
- Molecular weight
- 429.43
Names & synonyms
THASPINE, ACETATE74578-01-1Thaspine HClNSC76022acetic acid;5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaene-3,10-dioneNSC-760221-[2-(dimethylamino)ethyl]-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione acetate(1:1)Thaspine (acetate)orb1699143CHEMBL2004332DTXSID70996087CCG-36087
Show more names
Thaspine acetateThaspine HCl, NSC 135784
AKOS040749640HY-122481T28960Acetic acid--1-[2-(dimethylamino)ethyl]-3,8-dimethoxy[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione (1/1)
Database identifiers
- CAS
74578-01-1- PubChem CID
- 253294
- DTXSID
DTXSID70996087- ChEMBL
CHEMBL2004332
Properties
Computed structural properties
- Topological polar surface area
- 112 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 5
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 626
Chemistry & industry
Applications
DescriptionThaspine, also known as NSC 135784, is a natural compound and a potent topoisomerase IB inhibitor. Taspine downregulates VEGF expression and inhibits proliferation of vascular endothelial cells through PI3 kinase and MAP kinase signaling pathways. Taspine isolated from Radix et Rhizoma Leonticis inhibits proliferation and migration of endothelial cells as well as chicken chorioallantoic membrane neovascularisation. Croton lechleri sap and isolated alkaloid taspine exhibit inhibition against human melanoma SK23 and colon cancer HT29 cell lines.
UsesThaspine acetate, an alkaloid, is a topoisomerase I and II inhibitor. Thaspine acetate induces cancer cell apoptosis. Thaspine acetate induces Bak and Bax activation, mitochondrial cytochrome c release and mitochondrial membrane permeabilization. Thaspine acetate can be isoalted from the cortex of the South American tree Croton lechleri[1].
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…